3-heptanamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one | 172470-01-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-heptanamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
• 英文别名: Heptanamide, N-(4-((3,5-dimethylphenyl)thio)-1,2-dihydro-5-methyl-2-oxo-3-pyridinyl)-；N-[4-(3,5-dimethylphenyl)sulfanyl-5-methyl-2-oxo-1H-pyridin-3-yl]heptanamide
• CAS: 172470-01-8
• 化学式: C₂₁H₂₈N₂O₂S
• 分子量: 372.532
• InChiKey: ATELNWKCCCUOGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  83.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-chloro-5-methyl-3-nitropyridin-2(1H)-one 在 三乙胺 、 tin(ll) chloride 作用下， 以 乙醇 、 乙酸乙酯 、 甲苯 为溶剂， 反应 5.5h， 生成 3-heptanamido-5-methyl-4-(3', 5'-dimethylphenyl)thio-pyridin-2(1H)-one
  参考文献：
  名称：

  A New Series of Pyridinone Derivatives as Potent Non-Nucleoside Human Immunodeficiency Virus Type 1 Specific Reverse Transcriptase Inhibitors

  摘要：

  4-(Arylthio)-pyridin-2(1H)-ones variously substituted in their 3-, 5-, and 6-positions have been synthesized as a new series of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)-pyridinone hybrid molecules. Biological studies revealed that some of them show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 16 and 7c, the most active ones, inhibit the replication of HIV-1 at 3 and 6 nM, respectively.

  DOI：

  10.1021/jm00023a007

文献信息

• 4-Aryl-thio-pyridin-2(1H)-ones, medicines containing them and their uses
  申请人：Centre National de la Recherche Scientifique (CNRS)

  公开号：US06015820A1

  公开（公告）日：2000-01-18

  Compounds of formula (3) in which: R.sub.1 and R.sub.2 independently represent an atom of hydrogen, an aliphatic group or an alkyloxyalkyl group in which the alkyl chains are from C.sub.1 to C.sub.4 or together form an aromatic ring; R.sub.3 represents: an atom of hydrogen, or an NHR.sub.5 group in which R.sub.5 represents an atom of hydrogen or a COR.sub.6 group in which R.sub.6 is an aliphatic or aromatic group, or an NO.sub.2 group or a COOR.sub.7 group in which R.sub.7 is an aliphatic group, R.sub.4 represents a phenyl or heterocyclic group. These compounds can be used in the treatment of illnesses linked to the HIV virus.

  式（3）中的化合物，其中：R.sub.1和R.sub.2分别表示氢原子、脂肪基或烷氧基烷基，其中烷基链为C.sub.1到C.sub.4，或者一起形成芳香环；R.sub.3表示：氢原子，或者NHR.sub.5基团，其中R.sub.5表示氢原子或者COR.sub.6基团，其中R.sub.6是脂肪基或芳香基，或者NO.sub.2基团或COOR.sub.7基团，其中R.sub.7是脂肪基，R.sub.4表示苯基或杂环基团。这些化合物可用于治疗与HIV病毒相关的疾病。
• 4-ARYL-THIO-PYRIDIN-2(1H)-ONES, MEDICAMENTS LES CONTENANT ET LEURS UTILISATIONS DANS LE TRAITEMENT DE MALADIES LIEES AUX VIH
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：EP0843663A1

  公开（公告）日：1998-05-27
• US6015820A
  申请人：——

  公开号：US6015820A

  公开（公告）日：2000-01-18
• A New Series of Pyridinone Derivatives as Potent Non-Nucleoside Human Immunodeficiency Virus Type 1 Specific Reverse Transcriptase Inhibitors
  作者：Valerie Dolle、E. Fan、Chi Hung Nguyen、Anne-Marie Aubertin、Andre Kirn、Marie Line Andreola、Gordon Jamieson、Laura Tarrago-Litvak、Emile Bisagni

  DOI：10.1021/jm00023a007

  日期：1995.11

  4-(Arylthio)-pyridin-2(1H)-ones variously substituted in their 3-, 5-, and 6-positions have been synthesized as a new series of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)-pyridinone hybrid molecules. Biological studies revealed that some of them show potent HIV-1 specific reverse transcriptase inhibitory properties. Compounds 16 and 7c, the most active ones, inhibit the replication of HIV-1 at 3 and 6 nM, respectively.